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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2378020Generated: October 30, 2026

Diisopropylethylamine → 2-Benzothiazol-2-ylmethylpiperidin-1-yl-[5-(4-fluorophenyl)-2-methylthiazol-4-yl]-methanone

https://huagongshe.com/reaction/2378020

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant5-(4-Fluorophenyl)-2-methyl-1,3-thiazole-4-carboxylic acidHCID 22324125—
ReactantHCID 23146350HCID 23146350—
SolventDimethylformamideHCID 6228—
Product2-Benzothiazol-2-ylmethylpiperidin-1-yl-[5-(4-fluorophenyl)-2-methylthiazol-4-yl]-methanoneHCID 23146343—

Reaction Steps

2-Piperidin-2-ylmethylbenzothiazole, D30 (0.135 g), HATU (0.228 g), diisopropylethylamine (0.300 ml) and 5-(4-fluorophenyl)-2-methylthiazol-4-carboxylic acid (0.144 g) were dissolved in dry DMF and shaken at room temperature for 16 hours. The solvent was then evaporated and the residue partitioned between dichloromethane and brine. The organic layer was dried (MgSO4), evaporated and the residue chromatographed over silica gel. Elution with diethyl ether provided the title compound as a foam (220 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07470710B2
Source datasetuspto-grants-2008_12
ORD IDord-0bcdf084f10146a59fd41af41386a6a1
Source noteuspto-grants-2008_12